The Last Run (2004)
When a young accountant is devastated after discovering his inspiringly beautiful girlfriend is cheating on him, his best friend, who's engaged to a girl he doesn't love, convinces him to go on a "run" and sleep with as many women as he can to get over his heart break.
- Steven Goodson (The Wonder Years' Fred Savage), a nice guy whose dark side emerges when he's dumped by his gorgeous girlfriend in this quirky, sexy comedy. His best friend (Steven Pasquale, TV's Rescue Me), miserably tied down to a wealthy fiancee (Amy Adams, Junebug), urges him to get over his heartbreak by sleeping with as many women as he can. Though he's reluctant at first, Steven hilariously transforms himself from the perfect boyfriend into a heartless dating machine and embarks on an erotic journey through a world of hot strippers, high-priced hookers and unreformed sex addicts. Ironically, the only hope to save his soul lies with a sentimental elementary school teacher who believes in "taking it slow."